Used Toyota Highlander in Chicago, IL

New Search

Filter Results

listings

Price

- Loading...

Mileage

- Loading...

Accidents Reported

Text Search

Price Drops

Add Similar Cars

Looking for a New Toyota Highlander?

6,447 new Toyota Highlander listings
2008 Toyota Highlander Review
by flatpin

My first Toyota after many GM cars. Highlander is a blast; I'll keep it.

What a vehicle. It drives beautifully. Steering is crisp, with plenty of power in Limited. Navigation is cool and entertaining, although somewhat difficult to follow with all the buttons. Nicest features are the backup screen, power lift on rear door, JBL speakers, leather heated seats, comfortable ride and ease of access to front and back seats...

First Previous
Loading...
Next
Featured Listings
http://static.cargurus.com/images/forsale/2014/10/20/15/42/2004_toyota_highlander-pic-6864566104223919067-152x114.jpeg

2004 Toyota Highlander Base V6 Used Cars in Chicago, IL 60636

Great Deal
$2,637 BELOW
Instant Market Value of $10,636

Price: $7,999

Mileage: 80,520

Location: Chicago, IL 60636

Average time on market: 14 days Certified Pre-Owned: No Transmission: Automatic Color: Red Description: Used 2004 Toyota Highlander Base V6 for sale - $7,999, 80,520 miles
Avg. Dealer Rating: (9 reviews) "Ok"
http://static.cargurus.com/images/forsale/2014/09/16/02/47/2007_toyota_highlander-pic-4712597790732431802-152x114.jpeg

2007 Toyota Highlander Used Cars in Libertyville, IL 60048

Great Deal
$3,357 BELOW
Instant Market Value of $14,352

Price: $10,995

Mileage: 85,115

Location: Libertyville, IL 60048

Average time on market: 23 days Certified Pre-Owned: No Transmission: Automatic Color: Bluestone Metallic Description: Used 2007 Toyota Highlander for sale - $10,995, 85,115 miles
Avg. Dealer Rating: (12 reviews) "Reached out quickly."
http://static.cargurus.com/images/forsale/2014/10/10/23/54/2002_toyota_highlander-pic-3080747682971966783-152x114.jpeg

2002 Toyota Highlander Limited V6 Used Cars in Joliet, IL 60435

Great Deal
$2,709 BELOW
Instant Market Value of $8,709

Price: $6,000

Mileage: 123,376

Location: Joliet, IL 60435

Average time on market: 12 days Certified Pre-Owned: No Transmission: 4-Speed Automatic Overdrive Color: Millennium Silver Description: Used 2002 Toyota Highlander Limited V6 for sale - $6,000, 123,376 miles
Avg. Dealer Rating: (6 reviews) "These guys were amazing. Other dealerships didn't want to help me out but Honda Joliet found a way to get me approved and got me the car I wanted. They even cleaned it and filled it to a full tank of gas. I highly recommend them"
http://static.cargurus.com/images/forsale/2014/10/10/23/38/2004_toyota_highlander-pic-490896816504248177-152x114.jpeg

2004 Toyota Highlander Base V6 Used Cars in Joliet, IL 60435

Great Deal
$2,333 BELOW
Instant Market Value of $10,332

Price: $7,999

Mileage: 90,000

Location: Joliet, IL 60435

Average time on market: 14 days Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Blue Description: Used 2004 Toyota Highlander Base V6 for sale - $7,999, 90,000 miles
Avg. Dealer Rating: (13 reviews) "not forth coming with price."
http://photo.cargigi.com/Adam/Dealers/34459/Placeholder/201410211808-place_155.jpg

2014 Toyota Highlander XLE V6 Used Cars in Hodgkins, IL 60525

Great Deal
$2,892 BELOW
Instant Market Value of $34,872

Price: $31,980

Mileage: 19,272

Location: Hodgkins, IL 60525

Average time on market: 14 days Certified Pre-Owned: No Transmission: Automatic Color: Attitude Black Metallic Description: Used 2014 Toyota Highlander XLE V6 for sale - $31,980, 19,272 miles
Avg. Dealer Rating: (8 reviews) "Paperwork took way too long. I sat for two hours with cash in hand. Why????"
http://static.cargurus.com/images/forsale/2014/09/26/04/29/2010_toyota_highlander-pic-7303762433102211153-152x114.jpeg

2010 Toyota Highlander Limited 4WD Used Cars in Chicago, IL 60641

Great Deal
$3,619 BELOW
Instant Market Value of $25,618

Price: $21,999

Mileage: 57,011

Location: Chicago, IL 60641

Average time on market: 43 days Certified Pre-Owned: No Transmission: Automatic Color: Black Description: Used 2010 Toyota Highlander Limited 4WD for sale - $21,999, 57,011 miles with Navigation System
Avg. Dealer Rating: (26 reviews) "It was very informative"
http://static.cargurus.com/images/forsale/2014/09/06/18/14/2001_toyota_highlander-pic-4130221039563479428-152x114.jpeg

2001 Toyota Highlander Base V6 AWD Used Cars in Roselle, IL 60172

Great Deal
$2,262 BELOW
Instant Market Value of $8,952

Price: $6,690

Mileage: 99,847

Location: Roselle, IL 60172

Average time on market: 19 days Certified Pre-Owned: No Transmission: Automatic Color: Silver Description: Used 2001 Toyota Highlander Base V6 AWD for sale - $6,690, 99,847 miles
Avg. Dealer Rating: (10 reviews) "They must not actually know much about cars. I was told everything was fine w the vehicle, when in actuality it needed quite a bit of work."
http://static.cargurus.com/images/forsale/2014/10/18/14/51/2003_toyota_highlander-pic-1620376536249142200-152x114.jpeg

2003 Toyota Highlander Limited V6 Used Cars in Chicago, IL 60636

Great Deal
$2,187 BELOW
Instant Market Value of $9,387

Price: $7,200

Mileage: 102,231

Location: Chicago, IL 60636

Average time on market: 22 days Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Silver Description: Used 2003 Toyota Highlander Limited V6 for sale - $7,200, 102,231 miles
Avg. Dealer Rating: (14 reviews) "The sales person that was handling my account did not know what he was doing. I was approved for an amount that would not cover the vehicle I wanted and I asked if I could pay the difference as well as my down payment. He told me no, but the next day when I called back about any other vehicles that might work, the finance manger answered the phone and told me that I could have done just what I wanted to do but it was too late because the truck I wanted was gone. Not happy at all."
http://static.cargurus.com/images/forsale/2014/08/10/13/30/2011_toyota_highlander-pic-2328400701068690736-152x114.jpeg

2011 Toyota Highlander Base Used Cars in Grayslake, IL 60030

Great Deal
$2,825 BELOW
Instant Market Value of $21,815

Price: $18,990

Mileage: 56,634

Location: Grayslake, IL 60030

Average time on market: 27 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Color: Gray Description: Used 2011 Toyota Highlander Base for sale - $18,990, 56,634 miles
Avg. Dealer Rating: (9 reviews) "Wasn't correct mileage advertised"
http://images.cobaltgroup.com/1/3/8/9487107831x152.jpg

2008 Toyota Highlander Limited 4WD Used Cars in Barrington, IL 60010

Great Deal
$3,291 BELOW
Instant Market Value of $19,591

Price: $16,300

Mileage: 100,349

Location: Barrington, IL 60010

Average time on market: 34 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Red Description: Used 2008 Toyota Highlander Limited 4WD for sale - $16,300, 100,349 miles
http://static.cargurus.com/images/forsale/2014/09/04/05/43/2004_toyota_highlander-pic-1091252827645228567-152x114.jpeg

2004 Toyota Highlander Base V6 Used Cars in Mundelein, IL 60060

Great Deal
$1,949 BELOW
Instant Market Value of $8,444

Price: $6,495

Mileage: 148,761

Location: Mundelein, IL 60060

Average time on market: 14 days Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Bluestone Metallic Description: Used 2004 Toyota Highlander Base V6 for sale - $6,495, 148,761 miles
Avg. Dealer Rating: (5 reviews) "Nice experience "
http://static.cargurus.com/images/forsale/2014/10/14/03/17/2005_toyota_highlander-pic-5035762203525405798-152x114.jpeg

2005 Toyota Highlander Used Cars in Fox Lake, IL 60020

Great Deal
$2,370 BELOW
Instant Market Value of $12,161

Price: $9,791

Mileage: 89,837

Location: Fox Lake, IL 60020

Average time on market: 20 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Silver Description: Used 2005 Toyota Highlander for sale - $9,791, 89,837 miles
Avg. Dealer Rating: (15 reviews) "Quick response"
http://static.cargurus.com/images/forsale/2014/06/11/20/47/2002_toyota_highlander-pic-2328872635982276021-152x114.jpeg

2002 Toyota Highlander Base V6 Used Cars in Chicago, IL 60636

Great Deal
$2,156 BELOW
Instant Market Value of $7,656

Price: $5,500

Mileage: 140,000

Location: Chicago, IL 60636

Average time on market: 6 days Certified Pre-Owned: No Transmission: Automatic Color: Unspecified Description: Used 2002 Toyota Highlander Base V6 for sale - $5,500, 140,000 miles
http://static.cargurus.com/images/forsale/2014/08/19/07/38/2008_toyota_highlander-pic-2192548328566644475-152x114.jpeg

2008 Toyota Highlander Sport 4WD Used Cars in Arlington Heights, IL 60004

Great Deal
$2,539 BELOW
Instant Market Value of $17,030

Price: $14,491

Mileage: 101,153

Location: Arlington Heights, IL 60004

Average time on market: 29 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Overdrive Color: Classic Silver Metallic Description: Used 2008 Toyota Highlander Sport 4WD for sale - $14,491, 101,153 miles
Avg. Dealer Rating: (12 reviews) "Mark is very helpful, and will do his best to get you the best price and interest."
http://static.cargurus.com/images/forsale/2014/08/22/12/02/2005_toyota_highlander-pic-8415449087209166451-152x114.jpeg

2005 Toyota Highlander Limited V6 Used Cars in Libertyville, IL 60048

Great Deal
$2,022 BELOW
Instant Market Value of $9,772

Price: $7,750

Mileage: 134,727

Location: Libertyville, IL 60048

Average time on market: 22 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Blue Description: Used 2005 Toyota Highlander Limited V6 for sale - $7,750, 134,727 miles
Avg. Dealer Rating: (13 reviews) "Completely wasted my time, especially when I committed to purchasing a vehicle. The advertised car had body damage that they hid and the car description was totally false. I wasted my time, gas on a long drive, and to date they still haven't changed the advertisement car description. They do this to bait people to the dealership. Never again!"
Please wait ...
All Listings
Please wait ...
Featured Listing
First Previous
Page # of #
Next
You will receive listing updates from CarGurus.com when new listings match your search. Privacy Policy.

Filter your search criteria!

A large number of listings matched your criteria. You are seeing the top listings.

Used Toyota Highlander By Year

Vehicle Deals Starting Price Total Available
2014 Toyota Highlander 7 Great Deals $27,995 883 listings
2013 Toyota Highlander 89 Great Deals $20,000 994 listings
2012 Toyota Highlander 158 Great Deals $17,948 2,012 listings
2011 Toyota Highlander 71 Great Deals $16,988 1,201 listings
2010 Toyota Highlander 38 Great Deals $12,995 732 listings
2009 Toyota Highlander 25 Great Deals $12,496 422 listings
2008 Toyota Highlander 53 Great Deals $10,990 1,050 listings

Similar Cars

Toyota 4Runner
343 Great Deals out of 12,212 listings starting at $2,490
Honda Pilot
564 Great Deals out of 27,908 listings starting at $2,500
Toyota Highlander Hybrid
40 Great Deals out of 755 listings starting at $6,995

New Toyota Highlander By Year

2015 Toyota Highlander
5,833 listings
2014 Toyota Highlander
883 listings

Used Toyota Highlander By City

Toyota Highlander in Milwaukee WI
12 Great Deals out of 348 listings starting at $5,291
Toyota Highlander in Madison WI
4 Great Deals out of 151 listings starting at $6,485
Toyota Highlander in Grand Rapids MI
51 listings starting at $6,995
Toyota Highlander in Champaign IL
3 Great Deals out of 43 listings starting at $5,809
Toyota Highlander in Fort Wayne IN
5 Great Deals out of 55 listings starting at $6,900
Toyota Highlander in Indianapolis IN
4 Great Deals out of 172 listings starting at $6,918
Toyota Highlander in Springfield IL
21 Great Deals out of 717 listings starting at $5,809
Toyota Highlander in Green Bay WI
75 listings starting at $6,995
Toyota Highlander in Cedar Rapids IA
7 Great Deals out of 140 listings starting at $6,980
Toyota Highlander in Toledo OH
123 listings starting at $6,495
Toyota Highlander in Saginaw MI
4 Great Deals out of 70 listings starting at $4,495
Toyota Highlander in Dayton OH
14 Great Deals out of 292 listings starting at $5,900
Toyota Highlander in Detroit MI
3 Great Deals out of 119 listings starting at $4,495
Toyota Highlander in Cincinnati OH
12 Great Deals out of 248 listings starting at $5,900
Toyota Highlander in Saint Louis MO
3 Great Deals out of 128 listings starting at $5,595